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Chicago Weekend Getaway for Solo Travelers Itinerary
Last updated: 2024 Jun 14Iconic Chicago Sights and Culinary Delights
Morning
Start your day with a delightful brunch at Lula Cafe, known for its vibrant atmosphere and delicious food. Afterward, take a leisurely walk along the Chicago Riverwalk to soak in the city's architecture and charm.
Afternoon
For lunch, head to The Purple Pig, a popular spot offering a Mediterranean-inspired menu. Afterward, visit the Art Institute of Chicago with a fast-pass ticket to admire its world-class art collection.
Evening
Enjoy a sophisticated dinner at The Signature Room at the 95th, where you can savor gourmet cuisine with a stunning view of the city skyline. After dinner, take a Chicago River Guided Sunset Cocktail & Architecture Tour to see the city's landmarks illuminated at night.
Bedtime
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Chicago Riverwalk
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Art Institute of Chicago
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Chicago River Guided Sunset Cocktail & Architecture Tour
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Cultural Immersion and Culinary Exploration
Morning
Indulge in a hearty breakfast at Au Cheval, known for its famous burgers. Afterward, take a Chicago Architecture Center Cruise on Chicago's First Lady to learn more about the city's architecture and history.
Afternoon
For a unique lunch experience, try the legendary Girl & The Goat, a top-rated restaurant offering a creative menu. Afterward, visit the 360 Chicago Observation Deck (Formerly John Hancock Observatory) for panoramic views of the city.
Evening
Conclude your trip with a memorable dinner at Alinea, a three-Michelin-star restaurant known for its innovative and artistic cuisine. After dinner, take a leisurely stroll along The Magnificent Mile to enjoy the vibrant atmosphere of the city.
Bedtime
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Chicago Architecture Center Cruise on Chicago's First Lady
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360 Chicago Observation Deck (Formerly John Hancock Observatory)
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The Magnificent Mile
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